U.S. Virgin Islands

The U.S Virgin Islands

 All Inclusive Adventures From A Yacht!

With multiple flights to St. Thomas and St. Croix from the U.S. every day, the U.S. Virgin Islands offer an easy and direct route to enjoy a relaxing and enjoyable private yacht vacation. As the U.S. Virgin Islands airports have remained open during the 2020 COVID-19 pandemic, this remains our premier option to ensure an easy and hassle-free private yacht charter!

All yachts featured here are recommended for the 2020/2021 Virgin Island Charter season and are legally permitted to operate in the U.S. Virgin Island waters. Preferred marina locations are Yacht Haven, Grande Marina, or Red Hook.

For the upcoming charter season, we are still based in St. Thomas — which means we will be there to greet you before your charter should you decide to begin your charter from St. Thomas, USVI.

What They’re Saying

Richard Beard
Richard Beard
Once again, Mandy and WLMS hit a home run! We had a great family trip on Oceana, a great boat for 6 people. Umbi and Judith could not have been a better crew! Judith is an excellent chef and we could not have asked for a better week of dining. We loved everything she prepared. Umbi was a great and attentive captain that delivered on some great spots in the BVIs that we had not visited on previous trips. Oceana was a great 48' cat with lots of fantastic upgrades. We would recommend the Cat and the Crew to anyone!! Chartering a Cat in the BVIs is the best trip we have ever done! If you are looking to relax and see some incredible islands, sailing in the BVIs is the best you can find. Great value! We all give it 5 stars!! And Mandy Walker at WLMS makes it so easy! And she knows the islands well!!
Robert Sparrow
Robert Sparrow
Mandy and WLMS helped steer us to the perfect boat and crew for our recent BVI adventure. Our catamaran “The Pursuit” along with Cap’n Ron, Katy, and Chef Val could not have been better for our group of 5 retired couples. Truly great folks and fun to be with. Mandy was there at every step to help guide us through the process and answered all of our questions along the way. She even coordinated her driver in St. Thomas to help get us around the island for the days we stayed in advance of the sail. Mandy’s knowledge, professionalism, and care for her clients was key to our enjoyment and we will not hesitate to work through her again for our next trip.
Allen Johnson
Allen Johnson
We have had the pleasure of working with Mandy and Rory now on 2 occasions. When we decided it was time to arrange another adventure there was no hesitation in who we would entrust to find and plan the perfect charter. They are so efficient, responsive and professional they make the process from start to finish both fun and informative. These ladies know the business, the locales, the boats, crews and everything that will leave you feeling 100% confident the trip will be flawless. We have now visited the BVI and Greece with them so their expertise and knowledge are wide reaching. I cannot recommend them enough and they will be our go to for the next trip without question...Croatia and Turkey high on the list! Thanks WLMS:) See you soon.
Ashley Clark
Ashley Clark
As a travel agent I can easily say that Mandy is a dream to work with (and trust me I can't say this about everyone). She is always quick to respond with a phone call, text or email. We found the perfect boat for my clients, the Midnight Moon. Not only did they love the boat but they loved the crew just as much. They had so much fun in the Bahamas. I can't wait to work with Mandy on another trip. She is truly such a nice, genuine person and is on top of everything.
Leigh Bayouth
Leigh Bayouth
Wow! Mandy with WLMS is fantastic! We just took the best vacation of our lives on the Midnight Moon through the Bahamas. It could not have been better. Thank you so much!!
John Fuller
John Fuller
One of our best vacations ever! This was exactly the relaxing trip we needed. Max and Whitey, our incredible crew, were an essential part of that. So experienced, knowledgeable and talented, they were wonderful company and peerless hosts. If you are ever lucky enough to book a cruise on the Nutmeg with them, don’t miss your chance. We all still miss Max’s delicious meals and Whitey’s jokes! Planning and then taking this trip in the midst of the Omicron wave of the pandemic was confusing and nerve wracking! If not for Mandy Walker, our cruise broker, Max, and Whitey, it never would have happened. They kept us up to date on changing restrictions and offered sound advice on how to navigate testing requirements. We had never done a private cruise before and lucked out in finding Mandy. She worked hard to understand us and our needs and then recommended a crew and boat that were a perfect fit for us. I talked with a number of yacht brokers before working with Mandy and none were as thorough and professional as she. The BVI certainly delivered for us with perfect weather and amazing sunsets. But Mandy, Max and Whitey made this a trip we will never forget.
L Navarre
L Navarre
Our experience working with Mandy was absolute perfection. Our charter was originally scheduled to set sail in March of 2020 but was suddenly cancelled due to Covid. During that crazy time of uncertainty, Mandy kept in very close contact with us regarding the future of our charter and was able to get us re-scheduled for 2021 on an incredible boat with a top notch crew. From the very first phone call to the day of the charter 18 months later, every question we had was answered quickly. We felt like she had a genuine interest in helping to make our vacation one to remember, which it most definitely was.
Bruce Whitehead
Bruce Whitehead
Mandy Walker did a fabulous job planning and executing our family vacation to the BVI's. The boat that she recommended fit our needs perfectly and the crew could not have been better. She made everything so easy. We had a wonderful time. Thank you Mandy!!
Emily B
Emily B
Working with Mandy at WLMS Charters is perfection. My journey with her started 4 years ago. I had been looking at houses to rent after going on a cruise to Tortola and while searching some boats came up. Sailing peaked my interest because I had done a sailing trip when I was younger. Behind the inquiry was Mandy. Just in email I knew she was the right person to pick the right boat and crew for a trip with my then 4 year old and almost 10 year old. We picked a crew and boat and then the hurricanes hit. She stood by replying to emails instantly and assuring us we could either delay our trip or be refunded. I later found out she was going through something personal and I would have never known because of her professionalism through it all. We decided to delay after shuffling boats and a new crew and charter 1 happened. Then charter 2 and just 3 days off the boat from charter 3. The most recent charter we had another family so a larger boat and new crew were in order and she once again guided us to perfection. She truly listens and knows the industry very well. I would charter a boat without knowing anything about it with her recommendation anyday. I can not say enough how easy Mandy is to work with and how thorough she is . 3 years and 3 charters later with Mandy guiding us. Time for charter 4!
Kelly Hennessy
Kelly Hennessy
Working with Mandy to book our dream vacation was flawless. Mandy is responsive, intuitive, organized, and extremely helpful in finding the best charter for your needs. After reviewing the different options she sent us, we ended up on Playtime. We had an incredible time sailing through the BVIs and couldn't have been happier. Our Captains, Kelsey and Tyler, were absolutely wonderful and made this trip even better than we thought possible. Thank you Mandy for making our dreams come true!


*7 Night Sample Itinerary

Not sure of what to expect on your first crewed charter in the USVI? This trip is “all about you!”, since you can do as much or as little as you’d like. We’ve compiled a sample itinerary below to give you an idea of just how much you can accomplish within the span of a week on charter. Just remember, the nice thing about this type of vacation is that there is no set itinerary and it’s all up to you! The crew will always be happy to provide suggestions based on your group’s interests, or quite simply, how you’re feeling that day. This sample includes all meals, snacks, ship’s bar, and hors d’ oeuvres unless other arrangements are made.  

Day 1

12 pm – Pickup at American Yacht Harbour dock in St. Thomas (crew will arrange transportation and provide rendezvous info)

1:00 pm- Lunch and Snorkeling at Caneel Bay, St. John, USVI 

3:00 pm- Relaxing sail to Maho Bay, St. John. Enjoy paddle boarding, a walk on the beach, or snorkeling with the sea turtles. Watch the sunset while enjoying cocktails and hors d’ oeuvres — enjoy an evening of good food, games, and togetherness.

Day 2

8 am- Breakfast, then dinghy over to Mary’s Point or Whistling Cay for a guided snorkel tour, learning about the coral reef ecosystem and fish/coral ID. 

11 am- Back to the Boat for Lunch and Relaxation

3 pm- Enjoy a leisurely sail to Waterlemon Cay, St. John. Enjoy a short hike to the Annaberg ruins for a fascinating historical tour, or check out great snorkeling, world-class fly fishing in the salt flats, or simply relax and enjoy the calm of the afternoon. 

8 pm- Night Dive Around Waterlemon Cay!

Day 3

8 am- Breakfast followed by a nice hike/snorkel at Waterlemon Cay (depending on what was accomplished the day before), or a quick motor sail up to Newfound Bay to try your hand at snaring a Caribbean lobster!

1 pm- Shoot over to Coral Bay to enjoy fresh cocktails, tasty tacos, and a fun, festive atmosphere at Lime Out, or sail to Salt Pond Bay. Enjoy a quiet afternoon on a gorgeous white sand beach surrounded by gorgeous views. Other options include snorkeling at Booby Rock, a dive excursion, or hike Rams Head for an epic sunset view!

ALTERNATE OPTION: ST. CROIX! Day 4-5: Interested in exploring the largest island in the VI territory? St. Croix is a quiet, friendly island with a fascinating history and a burgeoning restaurant industry. Located approximately 35 miles south of St. Thomas and St. John, it’s an exciting “beam reach” sail to and from St. Croix, with the one-way trip being 4-5 hours of exciting, open water sailing. Once arrived in STX, you’ll enjoy world-class diving on the North Shore, snorkeling with sea turtles at Buck Island, and fascinating historical relics and stories! If permissible, your crew can help rent a car and go explore the rainforest, beautiful beaches and enjoy the local culture. Fancy a round of golf? Check out the Buccaneer for a unique island golfing experience. Don’t forget to stop by the Norma’s Domino Club to enjoy local concoctions and feed the beer-drinking pigs! History buff? Tour Fort Christian, Fort Frederick, Estate Whim, or the famous Cruzan Rum factory. Sail back to St. Thomas the morning of Day 6.

Day 4

8 am- Breakfast. Enjoy an early morning hike up the Ram’s Head Trail. Return to the vessel for a relaxing, mid-morning sail to the Lovango/Congo Cay cut. 

1 pm- Lunch. Feeling adventurous? Dive the legendary Carvel Rock, making sure to look for old cannonballs and other relics. You may even get lucky and see some local blacktip reef sharks. Not a diver but still looking for an adrenaline rush? Ask your captain about some local cliff jumping options or try to surf the cut at Mingo Cay. 

5 pm- Sunset sail to the world-famous Magens Bay, St. Thomas (weather dependent) and enjoy a sunset swim, paddle or walk on the longest beach in St. Thomas!

Day 5

8 am- Breakfast followed by WATER SPORTS! Magens Bay is the perfect spot for wakeboarding, foiling, water skiing, and tubing. Not into the action? Hide out on one of the small, secluded strips of beach where you’ll have the place to yourself!

12pm- Lunch. Enjoy some time on the beach or visiting the Magens Bay Beach Bar and Boutique for some day drinking and shopping fun. Beach’d out? Try an island tour!

Day 6

8 am- Breakfast and motor sail up to Little St. James for a gorgeous snorkel/dive at “Ledges” or “Calf and Cow”. Enjoy lunch at Pizza Pi, in Christmas Cove, Great St. James (if open).

4 pm Set Sail for historic Buck Island (STT) and enjoy a quiet evening, enjoying the sunset and learning the history of Buck Island and it’s highlights.

Day 7

8 am- Breakfast. Snorkel the wreck of the Cartanza, an old freighter with a fascinating history! and/or dinghy over to Turtle Cove to swim with the turtles!

11 am- Downwind sail to Honeymoon Beach, Water Island. Enjoy lunch aboard, and then spend the afternoon on the beach or rent golf carts and explore the island. 

5 pm- Dinner. Take a leisurely sunset sail through historic downtown Charlotte Amalie and enjoy cocktails/hors d’oeuvres while your crew provides a fun, historical tour of the area. Spend the night at anchor in the harbor or stay on the dock at Yacht Haven Grande (dockage at charterer’s expense). Enjoy some local nightlife or talk to your crew about throwing an epic theme party! 

Day 8

8 am- Breakfast. Try a walking tour of historic Charlotte Amalie! Check out Emancipation Gardens, the 99 steps, and the historic Fort Christian. Take advantage of duty-free shopping at Vendor’s Plaza or in any of the downtown boutiques. 

11 am- Return to the boat to pack for a noon departure. The crew will arrange transportation to your hotel or the airport.

12:01 pm Book your next charter!